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Is hiring someone who’s “done it before” actually the safer bet?

In this episode of V5, Jarod Greene sits down with Lindsay Rios, Fractional CRO of PowerChord, Inc., to question the logic behind experience-based executive hiring.

Lindsay challenges the assumption that startup success requires a leader who’s already taken a company from $10M to $50M ARR. She points out how this mindset leads to overpaying for familiarity while overlooking talented operators who already match the company's values, pace, and potential. Rather than chasing repeatable playbooks, she makes the case for finding someone ready to grow with the role, supported by coaching and context instead of inflated credentials.

In this episode, you’ll learn:

  • Why experience can backfire – Hiring for logos can blind you to the real risks
  • How to find the right fit – The best candidate might be the one who hasn’t done it yet
  • What to prioritize in your next hire – Pay attention to adaptability, not just the resume

Things to listen for:

(00:00) Introduction

(00:24) Why experience isn’t always worth the cost

(00:57) The myth of repeatable success

(01:56) How flashy hires distract from true fit

(03:23) What top talent actually wants today

(04:14) The real risk of past success bias

(05:38) Late bloomers often outperform early picks

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45 episodes